348325

Sigma-Aldrich

Boron trichloride solution

1.0 M in heptane

Empirical Formula (Hill Notation):
BCl3
CAS Number:
Molecular Weight:
117.17
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

reaction suitability

core: boron
reagent type: Lewis acid
reagent type: catalyst

concentration

1.0 M in heptane

density

0.74 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

ClB(Cl)Cl

InChI

1S/BCl3/c2-1(3)4

InChI key

FAQYAMRNWDIXMY-UHFFFAOYSA-N

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Application

  • Boron trichloride, a Lewis acid, is a general reagent for the cleavage of a wide range of ether and acetal protecting groups.
  • It is a useful reagent to directly convert aromatic aldehydes to the corresponding gem-dichlorides.
  • It can also be used in the transmetallation reaction with less nucleophilic reagents such as tin and zirconium organometallic compounds to synthesize a variety of organoboranes.

For preparing methyl esters of fatty acids and for transesterification of triglycerides.

Packaging

4×25, 100, 800 mL in Sure/Seal™
The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Target Organs

Central nervous system

Supp Hazards

EUH014

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

F,T+,N

Risk Statement

11-14-26/28-34-50/53-65

Safety Statement

26-28-36/37/39-45-61-62

RIDADR

UN2924 - class 3 - PG 2 - EHS - acidic - Flammable liquids, corrosive, n.o.s., HI: all

WGK Germany

WGK 3

Flash Point(F)

35.6 °F - closed cup

Flash Point(C)

2 °C - closed cup

Certificate of Analysis
Certificate of Origin
Boron Trichloride
Miyaura N, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis (2006)
Impact of Different Environmental Stimuli on the Release of 1-MCP from Boron-MCP Complexes.
Shahrin T, et al.
Journal of Plant Studies, 6(1), 46-46 (2016)
Migration of 1-alkenyl groups from zirconium to boron compounds.
Cole T E, et al.
Organometallics, 10(10), 3777-3781 (1991)
Conversion of aromatic aldehydes to gem-dichlorides using boron trichloride. A new highly efficient method for preparing dichloroarylmethanes.
Kabalka G W and Wu Z
Tetrahedron Letters, 41(5), 579-581 (2000)
Jayaraman Selvakumar et al.
Organic & biomolecular chemistry, 8(18), 4056-4058 (2010-07-29)
Isoindoloisoquinalinone, pyrroloisoquinolinone and benzo[a]quinolizinone units are constructed via intramolecular cyclization of the methoxy substituted N-phenethylimides using BBr(3).

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